Structural and Biological Studies of Bioactive Silver(I) Complexes with Coumarin Acid Derivatives
Two new Ag(I) complexes with coumaric carboxylic acid derivatives have been synthesized. Structural studies of these noncrystalline complexes have been performed using a methodology that combines laboratory and synchrotron techniques, supported by density functional theory calculations. The arrangem...
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| Published in: | Molecules (Basel, Switzerland) Vol. 29; no. 21; p. 4993 |
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| Abstract | Two new Ag(I) complexes with coumaric carboxylic acid derivatives have been synthesized. Structural studies of these noncrystalline complexes have been performed using a methodology that combines laboratory and synchrotron techniques, supported by density functional theory calculations. The arrangement of ligands around the Ag(I) cation has been refined using infrared, extended X-ray absorption fine structure, and X-ray absorption near edge structure spectroscopies. Different coordination modes of carboxylate ligands are observed for the studied compounds. Carboxylate bridges are characteristic for the Ag(I) complex with 4-oxo-4H-1-benzopyran-2-carboxylic acid (1), while a bidentate chelating motif was found for the complex with 2-oxo-2H-1-benzopyran-3-carboxylic acid (2). Additionally, the carbonyl oxygen atom of the coumarin ring coordinates to the silver cation in complex 2, while it is inactive in complex 1. Antimicrobial evaluation has been performed for both compounds. The complexes show activity against selected bacteria as well as Candida yeast. This activity is slightly lower for bacteria and the same or higher for Candida in relation to the reference substances: ciprofloxacin or fluconazole. |
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| AbstractList | Two new Ag(I) complexes with coumaric carboxylic acid derivatives have been synthesized. Structural studies of these noncrystalline complexes have been performed using a methodology that combines laboratory and synchrotron techniques, supported by density functional theory calculations. The arrangement of ligands around the Ag(I) cation has been refined using infrared, extended X-ray absorption fine structure, and X-ray absorption near edge structure spectroscopies. Different coordination modes of carboxylate ligands are observed for the studied compounds. Carboxylate bridges are characteristic for the Ag(I) complex with 4-oxo-4H-1-benzopyran-2-carboxylic acid (1), while a bidentate chelating motif was found for the complex with 2-oxo-2H-1-benzopyran-3-carboxylic acid (2). Additionally, the carbonyl oxygen atom of the coumarin ring coordinates to the silver cation in complex 2, while it is inactive in complex 1. Antimicrobial evaluation has been performed for both compounds. The complexes show activity against selected bacteria as well as Candida yeast. This activity is slightly lower for bacteria and the same or higher for Candida in relation to the reference substances: ciprofloxacin or fluconazole.Two new Ag(I) complexes with coumaric carboxylic acid derivatives have been synthesized. Structural studies of these noncrystalline complexes have been performed using a methodology that combines laboratory and synchrotron techniques, supported by density functional theory calculations. The arrangement of ligands around the Ag(I) cation has been refined using infrared, extended X-ray absorption fine structure, and X-ray absorption near edge structure spectroscopies. Different coordination modes of carboxylate ligands are observed for the studied compounds. Carboxylate bridges are characteristic for the Ag(I) complex with 4-oxo-4H-1-benzopyran-2-carboxylic acid (1), while a bidentate chelating motif was found for the complex with 2-oxo-2H-1-benzopyran-3-carboxylic acid (2). Additionally, the carbonyl oxygen atom of the coumarin ring coordinates to the silver cation in complex 2, while it is inactive in complex 1. Antimicrobial evaluation has been performed for both compounds. The complexes show activity against selected bacteria as well as Candida yeast. This activity is slightly lower for bacteria and the same or higher for Candida in relation to the reference substances: ciprofloxacin or fluconazole. Two new Ag(I) complexes with coumaric carboxylic acid derivatives have been synthesized. Structural studies of these noncrystalline complexes have been performed using a methodology that combines laboratory and synchrotron techniques, supported by density functional theory calculations. The arrangement of ligands around the Ag(I) cation has been refined using infrared, extended X-ray absorption fine structure, and X-ray absorption near edge structure spectroscopies. Different coordination modes of carboxylate ligands are observed for the studied compounds. Carboxylate bridges are characteristic for the Ag(I) complex with 4-oxo-4H-1-benzopyran-2-carboxylic acid (1), while a bidentate chelating motif was found for the complex with 2-oxo-2H-1-benzopyran-3-carboxylic acid (2). Additionally, the carbonyl oxygen atom of the coumarin ring coordinates to the silver cation in complex 2, while it is inactive in complex 1. Antimicrobial evaluation has been performed for both compounds. The complexes show activity against selected bacteria as well as Candida yeast. This activity is slightly lower for bacteria and the same or higher for Candida in relation to the reference substances: ciprofloxacin or fluconazole. Two new Ag(I) complexes with coumaric carboxylic acid derivatives have been synthesized. Structural studies of these noncrystalline complexes have been performed using a methodology that combines laboratory and synchrotron techniques, supported by density functional theory calculations. The arrangement of ligands around the Ag(I) cation has been refined using infrared, extended X-ray absorption fine structure, and X-ray absorption near edge structure spectroscopies. Different coordination modes of carboxylate ligands are observed for the studied compounds. Carboxylate bridges are characteristic for the Ag(I) complex with 4-oxo-4 H -1-benzopyran-2-carboxylic acid ( 1 ), while a bidentate chelating motif was found for the complex with 2-oxo-2 H -1-benzopyran-3-carboxylic acid ( 2 ). Additionally, the carbonyl oxygen atom of the coumarin ring coordinates to the silver cation in complex 2 , while it is inactive in complex 1 . Antimicrobial evaluation has been performed for both compounds. The complexes show activity against selected bacteria as well as Candida yeast. This activity is slightly lower for bacteria and the same or higher for Candida in relation to the reference substances: ciprofloxacin or fluconazole. |
| Audience | Academic |
| Author | Klepka, Marcin Drzewiecka-Antonik, Aleksandra Wolska, Anna Barboza, Cristina Aparecida Rejmak, Pawel Struga, Marta Stefanska, Joanna |
| AuthorAffiliation | 1 Institute of Physics, Polish Academy of Sciences, Aleja Lotnikow 32/46, PL-02668 Warsaw, Poland; adrzew@ifpan.edu.pl (A.D.-A.); crissetubal@ifpan.edu.pl (C.A.B.); mklepka@ifpan.edu.pl (M.K.) 3 Department of Pharmaceutical Microbiology and Bioanalysis, Centre for Preclinical Research, Medical University of Warsaw, Banacha 1B, PL-02097 Warsaw, Poland; joanna.stefanska@wum.edu.pl 2 Chair and Department of Biochemistry, Medical University of Warsaw, Banacha 1, PL-02097 Warsaw, Poland; marta.struga@wum.edu.pl |
| AuthorAffiliation_xml | – name: 3 Department of Pharmaceutical Microbiology and Bioanalysis, Centre for Preclinical Research, Medical University of Warsaw, Banacha 1B, PL-02097 Warsaw, Poland; joanna.stefanska@wum.edu.pl – name: 1 Institute of Physics, Polish Academy of Sciences, Aleja Lotnikow 32/46, PL-02668 Warsaw, Poland; adrzew@ifpan.edu.pl (A.D.-A.); crissetubal@ifpan.edu.pl (C.A.B.); mklepka@ifpan.edu.pl (M.K.) – name: 2 Chair and Department of Biochemistry, Medical University of Warsaw, Banacha 1, PL-02097 Warsaw, Poland; marta.struga@wum.edu.pl |
| Author_xml | – sequence: 1 fullname: Wolska, Anna – sequence: 2 fullname: Drzewiecka-Antonik, Aleksandra – sequence: 3 fullname: Barboza, Cristina Aparecida – sequence: 4 fullname: Struga, Marta – sequence: 5 fullname: Stefanska, Joanna – sequence: 6 fullname: Rejmak, Pawel – sequence: 7 fullname: Klepka, Marcin |
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| Cites_doi | 10.1016/j.arabjc.2020.102922 10.1103/PhysRevB.63.125120 10.1007/BF00533485 10.1016/j.jinorgbio.2016.07.010 10.1021/acsami.0c19446 10.1016/j.tiv.2007.01.022 10.1016/j.ica.2018.09.023 10.1039/D3LF00123G 10.1016/j.bmcl.2019.126805 10.1080/00958972.2014.974582 10.1063/1.448799 10.1063/1.1674902 10.1128/spectrum.01737-23 10.1016/j.ejmech.2018.07.057 10.1088/0953-8984/21/34/345501 10.1016/j.jinorgbio.2015.01.006 10.1093/jac/dkac161 10.1063/1.448800 10.1063/1.478522 10.1016/j.cplett.2017.11.010 10.2174/0929867324666170920125943 10.4314/bcse.v33i3.7 10.1063/1.448975 10.1063/1.1677527 10.1016/j.radphyschem.2018.11.001 10.1039/c3mt00046j 10.1016/j.ica.2006.04.006 10.3390/ijms242115723 10.1021/ja00905a001 10.1016/j.poly.2005.03.006 10.1107/S0909049505012719 |
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| Snippet | Two new Ag(I) complexes with coumaric carboxylic acid derivatives have been synthesized. Structural studies of these noncrystalline complexes have been... |
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| StartPage | 4993 |
| SubjectTerms | Acids antimicrobial activity Antimicrobial agents ATR-IR spectroscopy Bacteria Biological activity Ciprofloxacin Computer software industry Density functionals Fluconazole Ligands metal-organic ligand complexes Silver Spectrum analysis structural analysis XAFS |
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| Title | Structural and Biological Studies of Bioactive Silver(I) Complexes with Coumarin Acid Derivatives |
| URI | https://www.proquest.com/docview/3126013084 https://www.proquest.com/docview/3128745000 https://pubmed.ncbi.nlm.nih.gov/PMC11547378 https://doaj.org/article/0537bdb78f2444898d29502fd865138c |
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